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Question
The major products obtained from the following sequence of reactions are:
(CH3)2CHCH2N(CH2CH3)2CH3I→Ag2O→H2Oheat→products.
The major products obtained from the following sequence of reactions are:
(CH3)2CHCH2N(CH2CH3)2CH3I→Ag2O→H2Oheat→products.
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Solution
The correct option is C (CH3)2CHCH2CH3|NCH2CH3+H2C=CH2
Hoffman's elimination reaction(CH3)2CHCH2N(CH2CH3)2CH3I−−−−→excess(CH3)2CHCH2CH3|N⊕I⊖−(CH2CH3)2(CH3)2−CH−CH2−⊕CH3|NI⊖−(CH2CH3)2Ag2O−−−→H2O(CH3)2−CH−CH2−CH3|N⊕|OH−(CH2CH3)2 ↓Δ H2O+CH2=CH2+(CH3)2−CH−CH2−CH3|N−CH2−CH3
Hoffman's elimination reaction
(CH3)2CHCH2N(CH2CH3)2CH3I−−−−→excess(CH3)2CHCH2CH3|N⊕I⊖−(CH2CH3)2
(CH3)2−CH−CH2−⊕CH3|NI⊖−(CH2CH3)2Ag2O−−−→H2O(CH3)2−CH−CH2−CH3|N⊕|OH−(CH2CH3)2
↓Δ
H2O+CH2=CH2+(CH3)2−CH−CH2−CH3|N−CH2−CH3
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